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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— (2S)-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C8H9N2O3S-
(2S)-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— (5R)-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-4,5,6,7-tetrahydro-1H-indazol-5-amine —— C15H19N3S2
(5R)-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-4,5,6,7-tetrahydro-1H-indazol-5-amine
—— (5S)-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-4,5,6,7-tetrahydro-1H-indazol-5-amine —— C15H19N3S2
(5S)-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-4,5,6,7-tetrahydro-1H-indazol-5-amine
—— (2R)-2-(4-bromothiophen-3-yl)sulfanylpropanoate —— C7H6BrO2S2-
(2R)-2-(4-bromothiophen-3-yl)sulfanylpropanoate
—— (1S)-2,2-dimethyl-N-[(3R)-3-[(S)-methylsulfinyl]butyl]cyclopentan-1-amine —— C12H25NOS
(1S)-2,2-dimethyl-N-[(3R)-3-[(S)-methylsulfinyl]butyl]cyclopentan-1-amine
—— (5S)-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-4,5,6,7-tetrahydro-1H-indazol-5-amine —— C15H19N3S2
(5S)-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-4,5,6,7-tetrahydro-1H-indazol-5-amine
—— 3-Phenylsulfanylbenzoate —— C13H9O2S-
3-Phenylsulfanylbenzoate
—— (5R)-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-4,5,6,7-tetrahydro-1H-indazol-5-amine —— C15H19N3S2
(5R)-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-4,5,6,7-tetrahydro-1H-indazol-5-amine
—— 2-Amino-6-benzylsulfanyl-4-thiophen-2-ylpyridin-1-ium-3,5-dicarbonitrile —— C18H13N4S2+
2-Amino-6-benzylsulfanyl-4-thiophen-2-ylpyridin-1-ium-3,5-dicarbonitrile
—— N-[(1S)-1-(3-fluoro-4-methylsulfanylphenyl)ethyl]hex-5-yn-1-amine —— C15H20FNS
N-[(1S)-1-(3-fluoro-4-methylsulfanylphenyl)ethyl]hex-5-yn-1-amine
—— N-[(1R)-1-(3-fluoro-4-methylsulfanylphenyl)ethyl]hex-5-yn-1-amine —— C15H20FNS
N-[(1R)-1-(3-fluoro-4-methylsulfanylphenyl)ethyl]hex-5-yn-1-amine
—— 2-[[4-Cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C14H16N3O3S-
2-[[4-Cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (1R,8R,9S)-8-(4-methylphenyl)-2,6-dithia-4,11-diazatricyclo[7.3.0.03,7]dodec-3(7)-ene-5,10,12-trione —— C15H12N2O3S2
(1R,8R,9S)-8-(4-methylphenyl)-2,6-dithia-4,11-diazatricyclo[7.3.0.03,7]dodec-3(7)-ene-5,10,12-trione
—— (1S)-2,2-dimethyl-N-[[1-(methylsulfonylmethyl)cyclopropyl]methyl]cyclopentan-1-amine —— C13H25NO2S
(1S)-2,2-dimethyl-N-[[1-(methylsulfonylmethyl)cyclopropyl]methyl]cyclopentan-1-amine
—— (1R)-2,2-dimethyl-N-[[1-(methylsulfonylmethyl)cyclopropyl]methyl]cyclopentan-1-amine —— C13H25NO2S
(1R)-2,2-dimethyl-N-[[1-(methylsulfonylmethyl)cyclopropyl]methyl]cyclopentan-1-amine
—— (7S,8R)-7-bromo-2-methyl-8-phenyl-4,6,7,8-tetrahydro-[1,3]thiazino[3,2-b][1,2,4]triazin-9-ium-3-one —— C13H13BrN3OS+
(7S,8R)-7-bromo-2-methyl-8-phenyl-4,6,7,8-tetrahydro-[1,3]thiazino[3,2-b][1,2,4]triazin-9-ium-3-one
—— (7S,8S)-7-bromo-2-methyl-8-phenyl-4,6,7,8-tetrahydro-[1,3]thiazino[3,2-b][1,2,4]triazin-9-ium-3-one —— C13H13BrN3OS+
(7S,8S)-7-bromo-2-methyl-8-phenyl-4,6,7,8-tetrahydro-[1,3]thiazino[3,2-b][1,2,4]triazin-9-ium-3-one
—— 4-(Dimethylamino)-2-phenylsulfanylpyridin-1-ium-3-carbonitrile —— C14H14N3S+
4-(Dimethylamino)-2-phenylsulfanylpyridin-1-ium-3-carbonitrile
—— 2-(N-cyclohexyl-C-methylcarbonimidoyl)-1-benzothiophen-3-one —— C16H19NOS
2-(N-cyclohexyl-C-methylcarbonimidoyl)-1-benzothiophen-3-one
—— 3-[(Z)-but-2-enyl]sulfanyl-5-tert-butyl-1H-1,2,4-triazole —— C10H17N3S
3-[(Z)-but-2-enyl]sulfanyl-5-tert-butyl-1H-1,2,4-triazole
—— (4S,6S)-6-methyl-N-[(4-propan-2-yl-1,2,4-triazol-3-yl)methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine —— C14H20N4S2
(4S,6S)-6-methyl-N-[(4-propan-2-yl-1,2,4-triazol-3-yl)methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine
—— (3S)-3-phenylsulfanyl-2,3-dihydro-1-benzothiophene 1,1-dioxide —— C14H12O2S2
(3S)-3-phenylsulfanyl-2,3-dihydro-1-benzothiophene 1,1-dioxide
—— (4R,6S)-6-methyl-N-[(4-propan-2-yl-1,2,4-triazol-3-yl)methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine —— C14H20N4S2
(4R,6S)-6-methyl-N-[(4-propan-2-yl-1,2,4-triazol-3-yl)methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine
—— (3R)-1-(2-chloropyridin-3-yl)-3-(4-methylphenyl)sulfanylpyrrolidine-2,5-dione —— C16H13ClN2O2S
(3R)-1-(2-chloropyridin-3-yl)-3-(4-methylphenyl)sulfanylpyrrolidine-2,5-dione
—— (E)-3-(6-ethylsulfanylpyridin-3-yl)prop-2-enoate —— C10H10NO2S-
(E)-3-(6-ethylsulfanylpyridin-3-yl)prop-2-enoate
—— (2R)-2-cyano-3-oxobutanethioamide —— C5H6N2OS
(2R)-2-cyano-3-oxobutanethioamide
—— (4S,6S)-N-[2-(3-cyclopropyl-1,2,4-triazol-4-yl)ethyl]-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine —— C15H20N4S2
(4S,6S)-N-[2-(3-cyclopropyl-1,2,4-triazol-4-yl)ethyl]-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine
—— Dimethyl(2-methylsulfonylethyl)azanium —— C5H14NO2S+
Dimethyl(2-methylsulfonylethyl)azanium
—— (2R)-2-phenyl-2-[(5-phenyl-1,2,4-triazin-3-yl)sulfanyl]acetate —— C17H12N3O2S-
(2R)-2-phenyl-2-[(5-phenyl-1,2,4-triazin-3-yl)sulfanyl]acetate
—— (2R)-2-(1-methyltetrazol-5-yl)sulfanyl-2-phenylacetate —— C10H9N4O2S-
(2R)-2-(1-methyltetrazol-5-yl)sulfanyl-2-phenylacetate
—— (2S)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-2-phenylacetic acid —— C11H10N2O2S2
(2S)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-2-phenylacetic acid
—— 2-[5-[2-(4-Chlorophenyl)sulfanylacetyl]thiophen-2-yl]acetate —— C14H10ClO3S2-
2-[5-[2-(4-Chlorophenyl)sulfanylacetyl]thiophen-2-yl]acetate
—— (3R)-3-(2-aminophenyl)sulfanyl-1,3-dithiophen-2-ylpropan-1-one —— C17H15NOS3
(3R)-3-(2-aminophenyl)sulfanyl-1,3-dithiophen-2-ylpropan-1-one
—— 2-[3-Cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]sulfanylethyl-dimethylazanium —— C13H20N3OS+
2-[3-Cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]sulfanylethyl-dimethylazanium
—— 2-[3-Cyano-5-(3-ethoxy-3-oxopropyl)-4,6-dimethylpyridin-2-yl]sulfanylacetate —— C15H17N2O4S-
2-[3-Cyano-5-(3-ethoxy-3-oxopropyl)-4,6-dimethylpyridin-2-yl]sulfanylacetate
—— (2R)-2-(4-methyl-6-morpholin-4-ylpyrimidin-2-yl)sulfanyl-2-phenylacetate —— C17H18N3O3S-
(2R)-2-(4-methyl-6-morpholin-4-ylpyrimidin-2-yl)sulfanyl-2-phenylacetate
—— (2R)-2-phenyl-2-pyrimidin-2-ylsulfanylacetate —— C12H9N2O2S-
(2R)-2-phenyl-2-pyrimidin-2-ylsulfanylacetate
—— 2-[(1S)-1-(4-methylphenyl)-2-nitroethyl]sulfanylaniline —— C15H16N2O2S
2-[(1S)-1-(4-methylphenyl)-2-nitroethyl]sulfanylaniline
—— (6S)-3-methylsulfanyl-4-oxo-6-phenyl-6,7-dihydro-5H-2-benzothiophene-1-carbonitrile —— C16H13NOS2
(6S)-3-methylsulfanyl-4-oxo-6-phenyl-6,7-dihydro-5H-2-benzothiophene-1-carbonitrile
—— 2-(2-Phenylsulfanylphenyl)acetate —— C14H11O2S-
2-(2-Phenylsulfanylphenyl)acetate
—— (E)-4-hydroxy-3-pyrimidin-2-ylsulfanylpent-3-en-2-one —— C9H10N2O2S
(E)-4-hydroxy-3-pyrimidin-2-ylsulfanylpent-3-en-2-one
—— (Z)-4-hydroxy-3-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]pent-3-en-2-one —— C9H10F3N3O2S
(Z)-4-hydroxy-3-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]pent-3-en-2-one
—— (6R)-3-methylsulfanyl-4-oxo-6-phenyl-6,7-dihydro-5H-2-benzothiophene-1-carbonitrile —— C16H13NOS2
(6R)-3-methylsulfanyl-4-oxo-6-phenyl-6,7-dihydro-5H-2-benzothiophene-1-carbonitrile
—— (2R)-2-phenyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetate —— C10H8N3O2S-
(2R)-2-phenyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetate
—— (2S)-3-(4-chlorophenyl)sulfanyl-2-methylpropanoate —— C10H10ClO2S-
(2S)-3-(4-chlorophenyl)sulfanyl-2-methylpropanoate
—— 3-Methylsulfanyl-1-piperidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile —— C16H22N3S+
3-Methylsulfanyl-1-piperidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile
—— 2-amino-4-(furan-2-yl)-6-[(1R)-2-oxocyclohexyl]sulfanylpyridin-1-ium-3,5-dicarbonitrile —— C17H15N4O2S+
2-amino-4-(furan-2-yl)-6-[(1R)-2-oxocyclohexyl]sulfanylpyridin-1-ium-3,5-dicarbonitrile
—— (11R)-10-amino-2-thia-9,13-diaza-20-azoniatetracyclo[10.8.0.03,8.014,19]icosa-1(20),3,5,7,9,12,14,16,18-nonaene-11-carbonitrile —— C17H12N5S+
(11R)-10-amino-2-thia-9,13-diaza-20-azoniatetracyclo[10.8.0.03,8.014,19]icosa-1(20),3,5,7,9,12,14,16,18-nonaene-11-carbonitrile
—— (2S)-2-(4,6-diaminopyrimidin-2-yl)sulfanylpropanoate —— C7H9N4O2S-
(2S)-2-(4,6-diaminopyrimidin-2-yl)sulfanylpropanoate
—— 3-[(1S)-1-ethoxyethyl]-5-[(1R)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole —— C13H17N3O2S
3-[(1S)-1-ethoxyethyl]-5-[(1R)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole